Litebamine N-homologues: preparation and anti-acetylcholinesterase activity.
Litebamine N-homologues were easily prepared from laurolitsine, generally via three reaction steps (N-alkylation, solvolysis with 1 M NH4OAc under reflux, and the Mannich reaction) in more than 80% overall yield. Among the prepared compounds, N-propyl-, N-isobutyl-, and N-isopropylnorlitebamines exhibited moderate antiacetylcholinesterase activity (IC50 ca. 7.0 microM), while the corresponding N-metho salt of N-propylnorlitebamine showed potent activity (IC50 2.70 microM).
Chiou
C M
CM
School of Pharmacy, College of Medicine, National Taiwan University, Republic of China.
Kang
J J
JJ
Lee
S S
SS
D000818:Animals; D002800:Cholinesterase Inhibitors / Q000138:chemical synthesis* / Q000494:pharmacology; D004557:Electric Organ / Q000201:enzymology; D004593:Electrophorus; D007546:Isoquinolines / Q000138:chemical synthesis* / Q000494:pharmacology*; D009682:Magnetic Resonance Spectroscopy; D008352:Mannich Bases; D010944:Plants / Q000737:chemistry*; D013056:Spectrophotometry, Ultraviolet
D002800:Cholinesterase Inhibitors; D007546:Isoquinolines; D008352:Mannich Bases; C109134:litebamine